33667-91-3

Upstream product

• 25569-87-3 benzoic-p-methylbenzoic anhydride 
• 104-94-9 4-methoxy-aniline 
• 26218-73-5 3,4-bis(4-methylphenyl)-1,2,5-oxadiazole-N-oxide 
• 874-60-2 4-methyl-benzoyl chloride 
• 30669-07-9 4-methoxy-N-[(4-methylphenyl)methylidene]aniline 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 619-55-6 para-methylbenzamide 
• 594815-59-5 (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(bis(3,5-bis(trifluoromethyl)phenyl)phosphine) 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 681446-06-0 N-[(benzotriazol-1-yl)(4-methylphenyl)methylidene]-4-methoxyaniline 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 300382-54-1 (4-methoxy-phenyl)-p-tolyl-methanone oxime 
• 696-62-8 para-iodoanisole 
• 99-94-5 p-Toluic acid 

Downstream Products

• 681446-06-0 N-[(benzotriazol-1-yl)(4-methylphenyl)methylidene]-4-methoxyaniline 
• 84662-52-2 N-(p-anisyl)-4-methylbenzenecarboxyimidoyl chloride 
• 1254368-96-1 4-(4-methoxyphenyl)-3-(4-nitrophenyl)-5-p-tolyl-4H-[1,2,4]triazole 
• 1254368-95-0 4-[4-(4-methoxyphenyl)-5-p-tolyl-4H-[1,2,4]triazol-3-yl]pyridine 
• 24239-12-1 6-methoxy-2-(4-methylphenyl)-1,3-benzoxazole 
• 101078-67-5 Acetic acid 2-[4-(diethoxy-phosphorylmethyl)-phenyl]-benzothiazol-6-yl ester 
• 101078-70-0 diethyl 4-(5-hydroxybenzo[d] thiazol-2-yl)benzylphosphonate 
• 101078-57-3 Acetic acid 2-p-tolyl-benzothiazol-6-yl ester 
• 101078-51-7 6-methoxy-2-(4-tolyl)-1,3-benzothiazole 
• 101078-54-0 2-p-Tolyl-benzothiazol-6-ol 

Relevant academic research and scientific papers

Solid-phase synthesis of 3-alkylamino-1,2,4-triazoles

Matrix presented A solid-phase synthesis of trisubstituted 3-alkylamino-1,2,4-triazoles has been developed. The synthesis utilizes immobilized N-acyl-1H-benzotriazole-1-carboximidamides as key intermediates. Cyclization with hydrazines under mild conditio

Cyrene as a bio-based solvent for HATU mediated amide coupling

Amide bonds are one of the underpinning linkages in all living systems and are fundamental within drug discovery. Current methods towards their synthesis frequently rely on the use of dipolar aprotic solvents; however, due to increasingly stringent regula

Amide Bond Formation via the Rearrangement of Nitrile Imines Derived from N-2-Nitrophenyl Hydrazonyl Bromides

We report how the rearrangement of highly reactive nitrile imines derived from N-2-nitrophenyl hydrazonyl bromides can be harnessed for the facile construction of amide bonds. This amidation reaction was found to be widely applicable to the synthesis of primary, secondary, and tertiary amides and was used as the key step in the synthesis of the lipid-lowering agent bezafibrate. The orthogonality and functional group tolerance of this approach was exemplified by the N-acylation of unprotected amino acids.

Method for synthesizing amide derivative under catalysis of vanadium

The invention discloses a method for synthesizing an amide derivative under the catalysis of vanadium, which comprises the following step of: by using a nitro aromatic compound and an ester compound as raw materials, a vanadium compound as a catalyst and magnesium chips as a reducing agent, carrying out amidation reaction in an organic solvent to obtain the amide derivative. The method has the advantages that (1) the nitro aromatic compound which is good in stability, low in price and easy to obtain is used as a nitrogen source; (2) the used catalyst is cheap, easy to obtain and low in toxicity; and (3) the method has good substrate applicability, and is suitable for aromatic nitro compounds, fatty esters and aryl esters containing different substituents.

Palladium(II) Complexes of a Neutral CCC-Tris(N-heterocyclic carbene) Pincer Ligand: Synthesis and Catalytic Applications

Treatment of tris-azolium precursor 1 with palladium acetate under thermal conditions provided a CCC-pincer palladium(II) complex (2) bearing three NHCs (one imidazolylidene and two triazolylidenes) and one iodide ligand. Further treatment of complex 2 with an excess of AgSbF6 generates tris(carbene) dicationic palladium complex 3 in which the iodine ligands are exchanged with SbF6 anions and the metal center is stabilized by one acetonitrile ligand. Complexes 2 and 3 were tested in several cross coupling reactions showing high conversions under low catalyst loadings and mild reaction conditions. Additionally, complexes 2 and 3 performed well in the hydrosilylation of terminal alkynes with good selectivity toward the E-isomer.

Traceless selenocarboxylates for the one-pot synthesis of amides and derivatives

We have recently reported a one-pot procedure for glycosyl amides synthesis using selenocarboxylate as traceless reagent. Herein, we present a further application of selenocarboxylate-azide reaction for amide bond formation on a broader range of substrates, including heterocyclic systems and fatty acid. This method proved to be highly efficient for the synthesis of primary and secondary amides, sulfonamides, imides, phosphoramide and also carbamate.

Synthesis and Catalytic Applications of Palladium(II) Complexes Supported by Hydroxyl-Functionalized Triazolylidenes

A series of allyl (1–3) and cinnamyl (4–6) palladium(II) complexes supported by hydroxyl functionalized triazolylidenes have been prepared. All new compounds were fully characterized by means of 1H and 13C NMR spectroscopy, FT-IR and elemental analyses. The new triazolylidene palladium complexes were tested as precatalysts in the coupling of aryl chlorides with boronic acids and the coupling of esters with amines to produce biphenyls and amides, respectively. According to the overall results, complexes 4 and 5 displayed the highest catalytic activity in both coupling processes, providing good to excellent yields under mild reaction conditions and using a wide range of substrates.

Au(i)/Au(iii)-Catalyzed C-N coupling

Cycling between Au(i) and Au(iii) is challenging, so gold-catalyzed cross-couplings are rare. The (MeDalphos)AuCl complex, which we showed was prone to undergo oxidative addition, is reported here to efficiently catalyze the C-N coupling of aryl iodides and amines. The transformation does not require an external oxidant or a directing group. It is robust and works with a wide scope of aryl iodides and N-nucleophiles under mild conditions. Mechanistic studies, including the NMR and MS characterization of a key aryl amido Au(iii) complex, strongly support a 2e redox cycle in which oxidative addition precedes transmetalation and reductive elimination is the rate-determining step.

Direct amide synthesis: via Ni-mediated aminocarbonylation of arylboronic acids with CO and nitroarenes

Herein we describe an alternative and unconventional approach of an aminocarbonylation reaction to access aryl amides from readily available and low-cost arylboronic acids and nitroarenes. Nickel metal can serve as both reductant and catalyst in this direct aminocarbonylation. This protocol exhibits a good functional group compatibility and allows a variety of aryl amides to be synthesized, including several drug-like molecules.

Carbon-Carbon Bond Formation of Trifluoroacetyl Amides with Grignard Reagents via C(O)-CF3 Bond Cleavage

The reaction of trifluoroacetyl amides with Grignard reagent for the substitution of CF3 group with various alkyl or aryl groups is described. A variety of aryl, quinolin-8-yl, and (hetero)alkyl functional groups as well as F, Cl, and Br atoms are well tolerated. These moisture-stable and easily available trifluoroacetyl amides can be conveniently obtained and used as new versatile precursors for isocyanates. The control experiments show that the reaction proceeds via an isocyanate intermediate and/or alkoxide/amide dual anionic intermediate.